Once or twice a year, my friends and I do a "Friend Getaway" where we rent an Airbnb and all communally nerd out. Magic, D&D, videogames, tabletop stuff, etc. It's a great time. We look forward to it every year.

Unfortunately, our experience with Airbnbs has progressively gotten worse over time (not that it was ever great), with this past weekend being our worst ever. We ended up leaving early and escalated a complaint with the platform (not that I actually think that will do anything, which is one of the problems with Airbnb in the first place).

Unfortunately, we're kind of stuck with going with an Airbnb (or similar, like VRBO) if we want to keep doing this because they're the only thing that give us what we want: private common spaces.

The reason we get an Airbnb in the first place isn't for the destination or the attractions around it. It's so we can all hang out together in the living room and dining room, and cook group meals in the kitchen. We retire to the beds to sleep, but 90% of our waking time is spent grouping ourselves up in the common areas by interest.

If we could stay at a hotel and rent out a living room, dining room, and kitchen for the group, we absolutely would. Ever since Airbnbs became a thing, I was hoping hotels would move a little bit in the direction of offering similar setups, but it feels like at most you can simply get a regular hotel room with a kitchenette. They're not really conducive to groups at all.

To me, there's currently a huge gap between what hotels offer and what Airbnb offers, and if you want the latter, you have to put up with a lot of awfulness that's just sort of embedded into their business model.

I don't really have a point in posting this other than to highlight that and hope that it starts some discussion. I'm also hoping that someone tells me that I'm completely wrong and that there are hotels out there that actually do offer Airbnb-like stays/facilities and I just don't know about them.

I have the opportunity to purchase a house in a beach town that would double as both a vacation home for myself and a short term rental property. This would be my first foray into the world of short term rentals so I was hoping to get your general advice, guidance, and experience.

I should mention that I think I've got a pretty good grasp on the financial aspects of it, i.e. the mortgage, rental rates, fees to the town and rental platforms, taxes, insurance, etc.

I'm more curious about things such as:

• Do you recommend using an umbrella management company to handle cleaning, maintenance, landscaping, etc. or do you outsource an individual cleaning service, handyman, etc.?
• What type of "filtering" do you recommend to make sure you're renting to people who will respect the property?
• What sort of furniture, linens, etc. do you recommend?
• Are there any gotchas that you didn't expect when getting into this line of work?